Correction to Withdrawn Article [3,4] Cyclization Products of δ‐Oxo‐α,β‐unsaturated Ketoxime During Reaction with Hydrochloric Acid in Anhydrous Diethyl Ether

We have studied the cyclization of (4 Z )‐2,2,5,8,8‐pentamethyl‐4‐nonene‐3,7‐dione (3 E )‐oxime ( 2 ). We have previously claimed the formation of a stable 3,5,5‐trisubstituted 3‐isoxazolidinol and of a bridged bicycle 4,5‐dihydro‐2,5‐methano‐1,4,3‐dioxazepine in the reaction of 2 with hydrochloric acid in anhydrous diethyl ether. We report in this article that the above compounds are actually 3,3‐dimethyl‐1‐(5′‐ tert ‐butyl‐5′‐hydroxy‐3′‐methylisoxazolidin‐3′‐yl)butan‐2‐one ( 5 ) and 1,3‐di‐ tert ‐butyl‐5‐methyl‐2,7‐dioxa‐6‐azabicyclo[3.2.1]oct‐3‐ene ( 6 ). The formation of these products involves the splitting of hydroxylamine in 2 and its re‐addition as an O ‐nucleophile under acidic reaction conditions. Surprisingly, 5 provided the 2‐isoxazoline derivative 3 on heating or on standing in CDCl 3 /TFA solution at room temperature. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)